Florence: Montalcino, Pienza, Montepulciano & Wine Tastings

Chamonix



Uncover the hidden gems of Tuscany on a guided day trip to the medieval villages of Montalcino, Pienza and Montepulciano from Florence with two different Wine Tastings in Montalcino and Montepulciano.

Tuscan Wine and Val d'Orcia Day Tour from Florence

Explore the UNESCO-listed Val d'Orcia by air-conditioned coach, visiting Montalcino, Pienza, and Montepulciano with wine tastings and medieval town strolls.

Description

Depart from central Florence with an expert multilingual tour leader and travel through the rolling Tuscan hills toward Montalcino. Enjoy a tasting of Brunello di Montalcino at a small, authentic winery. Take free time to explore Montalcino, climb its pentagonal fortress, and admire the valley’s vineyards, olive groves, and cypress-lined lanes.

Next, visit Pienza, a hilltop town overlooking the Val d'Orcia. Wander its charming streets and browse shops offering typical local products.

The final stop is Montepulciano, famous for its Vino Nobile vineyards and as a filming location for “New Moon.” Tour a historic winery, explore its ancient cellars, and learn traditional wine preservation techniques before returning to Florence by coach.

Highlights

  • Views of golden Tuscan hills in the Orcia Valley
  • World-famous Brunello di Montalcino tasting at a local winery
  • Explore Montalcino’s medieval streets and pentagonal fortress
  • Visit Montepulciano, renowned for Vino Nobile and “New Moon” filming location
  • Second wine tasting featuring Vino Nobile

Includes

  • Roundtrip transportation by fully-fitted bus with Wifi
  • Expert multilingual tour leader
  • Free time in Pienza, Montalcino, and Montepulciano
  • Wine tastings at two local wineries (Brunello di Montalcino and Vino Nobile di Montepulciano)
  • Time to explore medieval streets, shops, and viewpoints
  • Panoramic views of Val d’Orcia’s vineyards, olive groves, and hills

Excludes

  • Lunch
  • Hotel pick up and drop off

Important Information

  • Comfortable shoes are recommended
  • Please inform the provider of special needs, impaired mobility, or dietary requirements
  • Order of visits may vary

Cancellation Policy

Cancel up to 24 hours in advance for a full refund.

For the best experience, bring comfortable footwear and book in advance to secure your spot. Morning departures offer more daylight for exploration.

Frequently Asked Questions

The tour includes guided visits to Montalcino, Pienza, and Montepulciano, wine tastings at local wineries, and free time to explore the medieval towns.
You travel by air-conditioned coach from central Florence through the Tuscan hills to the Val d'Orcia region.
Yes, the tour features wine tastings including Brunello di Montalcino at an authentic winery.
Yes, the itinerary includes free time in Montalcino, Pienza, and Montepulciano to explore at your own pace.
An expert multilingual tour leader guides the entire day, providing information about the region's history and wines.
You can enjoy views of vineyards, olive groves, and cypress-lined lanes from Montalcino’s pentagonal fortress and the hilltops of Pienza and Montepulciano.
This tour departs from Florence, so travelers based in Chamonix would need to arrange travel to Florence first.
The tour lasts a full day, typically departing in the morning and returning to Florence in the evening; check the provider’s website for exact times.
It is recommended to book in advance to secure your spot, especially during peak travel seasons.
You should contact the tour provider directly to confirm if they can accommodate specific dietary needs during tastings.

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